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For sale
    • Price cut: $5K (5/27)
    $519,999

    1776 Bobtail Dr, Maitland, FL 32751

    4beds
    2,344sqft
    : 
    $3,496/mo
    Get pre-qualified
    Single Family Residence
    Built in 1998
    5,257 Square Feet Lot
    $-- Zestimate®
    $222/sqft
    $17/mo HOA

    What's special

    Light-filled open-concept layoutBeautifully positioned kitchen
    Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes… it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled, open-concept layout that feels expansive yet comfortable — the perfect balance of elegance and livability. Every space has been thoughtfully designed to flow effortlessly, creating an atmosphere that feels both elevated and inviting. The heart of the home is a beautifully positioned kitchen that seamlessly connects to the main living areas, making it ideal for entertaining, gathering, and everyday life. Whether hosting friends or enjoying a quiet night in, this home delivers the versatility today’s buyers demand. Generously sized living spaces and bedrooms provide comfort, privacy, and flexibility, while the overall layout offers a sense of ease and functionality that appeals to a broad range of buyers — from families to professionals to those simply looking to upgrade their lifestyle. Step outside and experience your own private Florida escape — a backyard setting that invites relaxation, weekend gatherings, and year-round enjoyment. It’s the kind of outdoor space that sells the lifestyle just as much as the home itself. Perfectly positioned in a highly desirable Maitland location, this property offers unbeatable convenience to top-rated dining, shopping, entertainment, and major highways — putting everything Central Florida has to offer right at your fingertips. This is not just another listing — it’s a high-impact, high-demand opportunity that shows beautifully, lives effortlessly, and is primed to sell quickly. Homes with this combination of appeal, location, and lifestyle don’t sit… they move. Bring your buyers with confidence — this is the one they’ve been waiting for.
    108 days
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    534
    |
    23
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    Zillow last checked:

    Listing updated:

    Listed by:

    Anthony Scaraggi 516-749-6675,

    THE FLORIDA PROPERTY SHOP SALE 352-346-7857

    Source: Stellar MLS,MLS#: G5110747MLS LogoOriginating MLS: Lake and Sumter

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Attic, Utility Room
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 337.9 Square Feet
      • Dimensions: 21.8x15.5
      Bedroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 120 Square Feet
      • Dimensions: 10x12
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 138 Square Feet
      • Dimensions: 10x13.8
      Bedroom 4
      • Features: Built-in Closet
      • Level: First
      • Area: 130.56 Square Feet
      • Dimensions: 12.8x10.2
      Primary bathroom
      • Level: Second
      • Area: 113.4 Square Feet
      • Dimensions: 9x12.6
      Dining room
      • Level: First
      • Area: 95.95 Square Feet
      • Dimensions: 14.11x6.8
      Family room
      • Level: First
      • Area: 288 Square Feet
      • Dimensions: 16x18
      Kitchen
      • Level: First
      • Area: 179.69 Square Feet
      • Dimensions: 11.9x15.1
      Living room
      • Level: First
      • Area: 237.05 Square Feet
      • Dimensions: 14.11x16.8
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
      • Laundry: Laundry Room, Upper Level
      Features
      • Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Laminate, Tile
      • Doors: French Doors
      • Windows: Blinds, Window Treatments
      • Has fireplace: No
      Interior area
      • Total structure area: 2,954
      • Total interior livable area: 2,344 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Rear Porch
      • Exterior features: Irrigation System, Rain Gutters
      • Fencing: Fenced,Vinyl
      Lot
      • Size: 5,257 Square Feet
      Details
      • Parcel number: 272129935601140
      • Zoning: RSF-3
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      • Attached to another structure: Yes
      Materials
      • Block, Stucco
      • Foundation: Block
      • Roof: Shingle
      Condition
      • Completed
      • New construction: No
      • Year built: 1998

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Solar, Sprinkler Meter, Street Lights, Water Connected

      Community & HOA

      Community
      • Features: Community Mailbox, Playground
      • Security: Security System
      • Pet fee: $0 monthly
      • Subdivision: WINFIELD
      HOA
      • Has HOA: Yes
      • Services included: Maintenance Grounds
      • HOA fee: $17 monthly
      • HOA name: Specialty Mgmt/Cathy Wasson
      • HOA phone: 407-647-2622
      Location
      • Region: Maitland

      Financial & listing details

      • Price per square foot: $222/sqft
      • Tax assessed value: $402,726
      • Annual tax amount: $2,577
      • Date on market: 4/9/2026
      • Cumulative days on market: 108 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/27/2026Price change$519,999-1%$222/sqft
        Source: Stellar MLS #G5110747 Report a problem
        4/9/2026Listed for sale$524,999+218.2%$224/sqft
        Source: Stellar MLS #G5110747 Report a problem
        12/12/2001Sold$165,000+25.2%$70/sqft
        Source: Public Record Report a problem
        11/5/2001Sold$131,800-11.5%$56/sqft
        Source: Public Record Report a problem
        7/13/1998Sold$148,900$64/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$2,495 +4.8%$197,899 +3%
        2023$2,380 +3.9%$192,135 +3%
        2022$2,292 +1.6%$186,539 +3%
        2021$2,255 +0.8%$181,106 +1.4%
        2020$2,236 +1%$178,606 +2.3%
        2019$2,214 +0.9%$174,590 +1.9%
        2018$2,194 $171,335 -19.4%
        2017$2,194 +1.4%$212,524 +2.6%
        2016$2,164 +1.3%$207,108 +1.9%
        2015$2,136 -0.8%$203,333 +9.6%
        2014$2,154 +3.6%$185,564 +17.8%
        2013$2,079 +1.2%$157,463 +1.3%
        2012$2,056 -3.3%$155,463 -1.9%
        2011$2,125 -11.2%$158,544 -12.9%
        2010$2,392 $182,027 -12.4%
        2009-- $207,804 -20.2%
        2008$2,181 -5.8%$260,515 -11.2%
        2007$2,315 -2.7%$293,360 +19.1%
        2006$2,378 +0.1%$246,305 +21.9%
        2005$2,376 +4.9%$202,117 +23.2%
        2004$2,265 +3.2%$164,015 +1.2%
        2003$2,195 +3%$162,147 +9%
        2002$2,132 $148,699
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 32751

        Getting around

        41 / 100
        Car-Dependent
        43 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Lake Sybelia Elem
        • Middle: Lockhart Middle
        • High: Edgewater High

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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